Are you a passive investor seeking strategies to maximize your tax benefits and enhance your investments? Join seasoned financial experts Neil Henderson, Matt MacFarland, and Amanda Han as they reveal the secrets of tax-efficient investing in this eye-opening episode. Discover the Lazy Man's 1031 Exchange, the potential benefits of Opportunity Zones, and how to successfully navigate the complex world of syndications. If you're ready to transform your investment approach and build a more profitable future, hit play and unlock the power of smart tax planning!
[00:00] Intro
[01:19] Passive investor tax benefits
[02:11] Cost segregation & depreciation
[04:30] Real estate syndications & 1031 exchange
[07:52] Lazy Man's 1031 exchange explained
[10:26] Challenges in 1031 exchange & syndications
[14:28] Opportunity Zones & tax Benefits for passive investors
[18:22] Timing investments to offset capital gains
[20:53] Evaluating potential investments in opportunity zones
[22:18] Long-term benefits of opportunity zone investments
[24:30] Understanding TICs (Tenants in Common) in Syndications
[26:45] Role of cost segregation studies in maximizing tax savings
[28:16] How passive investors can reinvest their capital gains
[30:12] The importance of tax planning in real estate syndications
[32:08] Creating a tax-efficient investment strategy
[33:55] Key takeaways on maximizing tax benefits in passive real estate investing
[35:22] Closing thoughts and future strategies for passive investors
[37:00] Outro
Website: Keystone CPA
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Are you struggling to optimize your passive investments and
Neil Henderson:wondering how to take advantage of tax benefits without getting tangled
Neil Henderson:in the complexities of the system?
Neil Henderson:In today's episode, we're joined by tax strategist, Matt McFarland, and Amanda
Neil Henderson:Han as they share their expertise on tax efficient investing strategies.
Neil Henderson:Get ready to learn about the lazy man's 10 31 exchange, navigating opportunities,
Neil Henderson:zones and maximizing syndication benefits.
Neil Henderson:Welcome to the Truly Passive Income Podcast.
Neil Henderson:I'm Neil.
Neil Henderson:I'm flying solo today.
Neil Henderson:But I am here with Amanda Han and Matt McFarland, CPAs and tax strategists
Neil Henderson:who specialize in helping people use real estate to save massive amounts in
Neil Henderson:taxes and keep their hard-earned money.
Neil Henderson:So Amanda and Matt, thank you so much for joining us today.
Neil Henderson:So let me start by asking you how you got into real estate.
Neil Henderson:CPAs can have a varied background, but real estate's is a little bit
Neil Henderson:more of a specialized, niche of it.
Matt MacFarland:Yeah, my exposure to real estate actually started
Matt MacFarland:with when I started my career at a big four accounting firm.
Matt MacFarland:It was, I just remember, I was probably a couple years in and my aha moment happened
Matt MacFarland:when I was reviewing a gentleman's tax return and he was probably in his.
Matt MacFarland:Sixties, he was retired, just investing in real estate and you're looking
Matt MacFarland:at his tax return and then you add back to depreciation cuz you know
Matt MacFarland:it's expense he's not paying for.
Matt MacFarland:And then you quickly realize that this, 60 something year old, and
Matt MacFarland:this is 25 years ago, this person was making over $200,000 in cash flow
Matt MacFarland:as a retired, 60 year old investor.
Matt MacFarland:and not paying any taxes, and so that's when the light bulb went off
Matt MacFarland:for me that there was something there.
Neil Henderson:And then when Matt, when did you, that was 25 years ago.
Neil Henderson:So that was when you started?
Matt MacFarland:Yeah, this was started off, this was 19.
Matt MacFarland:I started in 90, 98.
Matt MacFarland:That was probably a couple years in.
Matt MacFarland:So maybe 2000, something like that.
Matt MacFarland:I was a senior.
Matt MacFarland:It was couple years into my career.
Neil Henderson:And what about you, Amanda?
Amanda Han:I mean on a similar no, at, one of the big four, which is
Amanda Han:where we met and, I happened to end up in the real estate specialty group.
Amanda Han:So my clients were all of the large real estate investment firms,
Amanda Han:developers and things like that.
Amanda Han:And, so yeah, it's what I did day in and day out and Matt
Amanda Han:and I had a lot of overlap.
Amanda Han:In our career at Deloitte, because I worked on the real estate
Amanda Han:investment side, and he was on the high net worth individual side.
Amanda Han:and those are the same, same people usually, right?
Amanda Han:the business is real estate and the individuals, the wealthy
Amanda Han:individual paying taxes.
Amanda Han:a lot of crossover there.
Amanda Han:But we didn't really start investing.
Amanda Han:On our own until, many years later.
Amanda Han:I think like many people who, read Rich Dad, Poor Dad was the first time that
Amanda Han:we thought, Hey, we can do this too.
Amanda Han:It doesn't have to be just for our clients that we work on.
Neil Henderson:So as I said before we were starting off, our audience
Neil Henderson:is primarily passive investors.
Neil Henderson:What are some of the key tax benefits of investing passively in a real estate
Neil Henderson:syndication as limited partners, and how can individuals maximize those benefits?
Matt MacFarland:Yeah, it's a great question.
Matt MacFarland:I mean, I think the first one that comes to my mind is, I think people
Matt MacFarland:don't always look at it like this, but it's, investing in real estate
Matt MacFarland:syndications, obviously the goal is for that real estate to generate cash flow.
Matt MacFarland:But, a lot of times early on that cash flow was, is sheltered
Matt MacFarland:by depreciation losses.
Matt MacFarland:you may get, as a passive investor, you might get a distribution check of
Matt MacFarland:$10,000, but your K-1, it's not gonna show $10,000 of income, it might show zero.
Matt MacFarland:It might even show a loss.
Matt MacFarland:So I think that's one of the main benefits, that people need to, not
Matt MacFarland:forget about, is when they're investing in these passive syndications that a
Matt MacFarland:lot of times they're getting cash flow and it's sheltered from taxes for at
Matt MacFarland:least the first couple years for sure.
Neil Henderson:does the choice of legal entity an LLC, LP or S-Corp affect how
Neil Henderson:the passive investors tax liability is and what factors should they consider
Neil Henderson:when they're making that decision?
Amanda Han:Yeah, that's a great question.
Amanda Han:purely from a tax perspective, it doesn't make a difference at all.
Amanda Han:one of the benefits of being a passive investor is that generally there's
Amanda Han:already asset protection built in, right?
Amanda Han:The property, the fund, the syndication is already in an LLC itself.
Amanda Han:on the tax side, we are not very concerned with, needing another level entity.
Amanda Han:it's oftentimes that just creates more paperwork than necessary.
Amanda Han:Matt said, the benefits that you typically see on a syndication investment, whether
Amanda Han:that's the fund maximizing write-offs or depreciation cost segregation, they all
Amanda Han:come to the passive investor in the, a pretty package on the K-1 all wrapped up.
Amanda Han:so the investor doesn't even have to do anything.
Amanda Han:in order to get that tax benefit on the K-1, right?
Amanda Han:And so this is true regardless of whether the passive investor is investing in their
Amanda Han:personal name or in an LLC that they own.
Amanda Han:we even have investors who invest using their retirement account,
Amanda Han:like a self-directed IRA or 401k.
Amanda Han:and so in all those scenarios, basically what we get at the
Amanda Han:passive investor is the K-1.
Amanda Han:That already reflects all of the strategies on the fund
Amanda Han:level, which is reducing the rental income for tax purposes.
Neil Henderson:Gotcha.
Neil Henderson:two, I want to get to the IRA, investing here in just a moment, but I wanna
Neil Henderson:follow, I wanna backtrack just a bit and get you to explain a little bit.
Neil Henderson:For maybe who's somebody's who's new to investing in real estate,
Neil Henderson:how the depreciation works for passive real estate investments.
Matt MacFarland:depreciation's kind of what we jokingly refer
Matt MacFarland:to as ninth one of the world.
Matt MacFarland:when you buy rental real estate, whether it's you're on your own or
Matt MacFarland:passives, syndications buying the rental real estate, obviously the
Matt MacFarland:goal is for it to go up in value.
Matt MacFarland:It's to generate positive cash flow.
Matt MacFarland:But from a tax perspective, the IRS actually allows you to write off a portion
Matt MacFarland:of that purchase price every year as if, because of normal wear and tear.
Matt MacFarland:So as as if it's depreciating in value, right?
Matt MacFarland:now that depreciation's based on the purchase price.
Matt MacFarland:So it's not, a lot of times you'll see the syndications, they'll
Matt MacFarland:buy a 5 million property, but they've raised a million bucks.
Matt MacFarland:the depreciations calculation starts at 5 million, not the million
Matt MacFarland:dollars the investors put in.
Matt MacFarland:and That's why I was talking, it's like a paper write off where it's, it's maybe
Matt MacFarland:something the bank, has paid for part or, good chunk of it, but you still get
Matt MacFarland:to write that off on the taxes every year against that positive cash flow.
Matt MacFarland:that's the way where investors, whether again, passively through
Matt MacFarland:syndication or on their own, can use that depreciation and kind of,
Matt MacFarland:offset the income from that property.
Neil Henderson:Does it cross over into other assets that you own?
Neil Henderson:I've often heard depreciation sometimes described as a bucket.
Neil Henderson:you get a big bucket of depreciation and then when you choose to
Neil Henderson:take it is often up to you.
Neil Henderson:Is that correct?
Amanda Han:It depends.
Amanda Han:So if I have a single family home, my own rental property, there is some control,
Amanda Han:not in whether I take depreciation or not, but there's some control
Amanda Han:over how quickly I take depreciation.
Amanda Han:for example, if I'm not able to use the loss, so I don't really need the loss.
Amanda Han:I might just take regular depreciation.
Amanda Han:So meaning the building, I'll just depreciate over 27 and a half years.
Amanda Han:Slow and steady.
Amanda Han:But if I'm someone who can utilize, the upfront depreciation, I could do a cost
Amanda Han:segregation and accelerate that, right?
Amanda Han:So that's where our choice comes in.
Amanda Han:whether taking it, in the normal sense or accelerating that benefit, with respect
Amanda Han:to passive investors of syndications.
Amanda Han:unfortunately, the choice is not made by the passive investor, right?
Amanda Han:Just like with the investment decision, usually that is made at the fund level,
Amanda Han:so the sponsor group, the gps are gonna be the one to decide whether we're gonna
Amanda Han:take accelerate depreciation or not.
Amanda Han:Now, when the K-1 comes to the investor, that's where the strategy will come in.
Amanda Han:so let's say I was a passive investor and I got this, great distributions
Amanda Han:and my K-1 shows a tax loss.
Amanda Han:I'm really happy.
Amanda Han:Now the next question is, what kind of income can that K-1 loss offset?
Amanda Han:Is it just my other rental income?
Amanda Han:Is it other passive income I have?
Amanda Han:Is it my W2 income?
Amanda Han:that level of planning is something that each investor should be doing with their
Amanda Han:own CPA, to figure out, when and how is the best way to utilize that benefit.
Neil Henderson:Gotcha.
Neil Henderson:And that was my next question is it possible to offset W2 income with.
Neil Henderson:Losses from passive real estate investments.
Neil Henderson:And I know what you're gonna say.
Neil Henderson:It depends.
Neil Henderson:So I'll just, we'll start there.
Matt MacFarland:Did you read the, did you read the sign
Matt MacFarland:behind us that says It depends?
Neil Henderson:Yes.
Matt MacFarland:yeah, there are ways that people can use passive
Matt MacFarland:real estate syndication losses to offset W-2 or other types of income.
Matt MacFarland:Generally they do need to be, qualified as what's called a real
Matt MacFarland:estate professional for tax purposes.
Matt MacFarland:and that, that's gonna require them to have probably their own properties,
Matt MacFarland:their own long term rentals where they're spending time on those.
Matt MacFarland:But if they can qualify and they have that, the right facts and
Matt MacFarland:circumstances, then yeah, they're investing in the side and these passive
Matt MacFarland:syndications that are kicking off, K-1 losses because of depreciation early
Matt MacFarland:years, they can definitely use that depreciation in the right circumstance
Matt MacFarland:to offset their other income as well.
Neil Henderson:Gotcha.
Neil Henderson:But it's not gonna work for a doctor or a lawyer, somebody who's not active
Neil Henderson:real estate professional, correct?
Matt MacFarland:Probably not in that scenario.
Matt MacFarland:But to change the facts a little bit, what if that doctor is investing passively in
Matt MacFarland:those deals and he's got their own passive real estate investments, not a real
Matt MacFarland:estate professional, but they're just, they've got their own rental properties.
Matt MacFarland:Maybe those are showing positive income, they could definitely use the
Matt MacFarland:losses from the syndication to offset the income from their own rentals
Matt MacFarland:and thereby sheltering the taxes they were gonna pay on those for sure.
Amanda Han:And we also see like, if this doctor, is married, right?
Amanda Han:Or, and so maybe they're still working full-time, but their spouse.
Amanda Han:Is the one dealing with their own smaller portfolio of properties.
Amanda Han:and so yeah, if the spouse is a real estate professional, she met the right
Amanda Han:number of hours on the real estate activities, then it is possible to, also
Amanda Han:invest in syndications and use those losses against the physician income.
Amanda Han:We see that actually a lot.
Amanda Han:So a lot of clients, because to invest in most syndications, you
Amanda Han:have to be accredited, right?
Amanda Han:Which means somebody is, either has a lot of assets or making high income, and
Amanda Han:what we often see is people say, oh yeah, I wanna be a real estate professional.
Amanda Han:I wanna have a bunch of rentals of my own.
Amanda Han:And then I'm, able to use the losses against the, the income.
Amanda Han:But over time people get fatigued, right?
Amanda Han:Like, okay, I had three rentals, it was great.
Amanda Han:Now I have six rentals, and then I, next year I'd have 10.
Amanda Han:Cuz I keep chasing that tax benefit.
Amanda Han:So this is where syndications work really well, because if, again, like Matt said,
Amanda Han:if you're a real estate professional with your own portfolios, then you can
Amanda Han:always scale up by investing in more passive syndications to continue to
Amanda Han:get a tax benefit without creating a full-time real estate job for yourself.
Neil Henderson:Gotcha.
Neil Henderson:Gotcha.
Neil Henderson:Alright, so you wrote a book called Tax Strategies for the
Neil Henderson:Savvy Real Estate Investor.
Neil Henderson:It's a very well-known book in the real estate community.
Neil Henderson:And in your book you discuss the use of self-directed IRAs
Neil Henderson:for real estate investments.
Neil Henderson:Can you elaborate on how individuals can leverage those self-directed IRAs
Neil Henderson:to invest in real estate syndications, while taking advantage of the
Neil Henderson:tax deferred or tax-free growth?
Matt MacFarland:Yeah, I mean it's definitely something, an area that a
Matt MacFarland:lot of our clients take advantage of.
Matt MacFarland:taking kind of a step back, I think the way to look at it, obviously,
Matt MacFarland:people are, they have retirement accounts, they're investing, and,
Matt MacFarland:most of the time people are investing in stocks, bonds, mutual funds, but
Matt MacFarland:it's not stuff that they can control.
Matt MacFarland:It's not stuff that they know necessarily.
Matt MacFarland:It's just putting in the hands of somebody else, and letting
Matt MacFarland:whatever happens, happens.
Matt MacFarland:Uh, which is fine.
Matt MacFarland:Obviously.
Matt MacFarland:It's, But the way we talk to our clients about is, a lot of our clients,
Matt MacFarland:probably 85, 90% of our clients are involved in real estate to some extent.
Matt MacFarland:So they, that's their knowledge base, right?
Matt MacFarland:so we talk to our clients about looking at, why not use your retirement account to
Matt MacFarland:invest in something that you understand?
Matt MacFarland:And maybe to some extent can control, or, you have a better grasp on that
Matt MacFarland:market than the mutual funds, right?
Matt MacFarland:now whether you're.
Matt MacFarland:You've got your money in your IRA already, whether it invests in stock bonds and
Matt MacFarland:mutual funds or real estate really comes down to where do you think it's
Matt MacFarland:gonna get a better return on your money.
Matt MacFarland:That's one thing.
Matt MacFarland:And then, again, clients seem to understand the real estate side of
Matt MacFarland:things better, so that's why our clients like to use their IRAs or
Matt MacFarland:retirement accounts to invest in kind of alternative assets as we call it.
Matt MacFarland:But at the same time, yeah, they're still you.
Matt MacFarland:they, they can still put money into their retirement account, potentially take a
Matt MacFarland:tax initially when the money goes in.
Matt MacFarland:That money will grow tax deferred, is it investing?
Matt MacFarland:And then, depending on what type of account is, when you pull it out,
Matt MacFarland:you may pay taxes or it may not.
Matt MacFarland:If it's you know, it's a Roth.
Matt MacFarland:a couple different ways to, slice it and dice it, I guess.
Neil Henderson:So one of the challenges, I know you sometimes face
Neil Henderson:investing in real estate with an IRA or any kind of retirement account, is
Neil Henderson:UBIT (Unrelated Business Income Tax)?
Matt MacFarland:Income tax.
Matt MacFarland:Yeah.
Matt MacFarland:Yeah.
Neil Henderson:Can you describe, can you describe for people what that is and maybe
Neil Henderson:some strategies for not getting hurt too
Neil Henderson:bad by that?
Matt MacFarland:Yeah.
Matt MacFarland:UBIT is, one of those quirky things, in the retirement world where if
Matt MacFarland:your retirement account invests in certain types of assets, even though
Matt MacFarland:it's a retirement account and it's supposed to be tax deferred, tax free.
Matt MacFarland:if it's investing in certain types of assets, then it
Matt MacFarland:may pay taxes along the way.
Matt MacFarland:So one example outside of real estate would just be like, I don't know
Matt MacFarland:if your retirement account invested in a Subway franchise or something.
Matt MacFarland:It was one of the owners that was, it was a setup as a partnership and your
Matt MacFarland:retirement account was getting a K-1 cuz they were operating a business.
Matt MacFarland:That type of income in your retirement account, K-1 would
Matt MacFarland:be subject to this UBIT tax.
Matt MacFarland:Now in the real estate world, retirement accounts that they invest in what they
Matt MacFarland:call leveraged rental real estate.
Matt MacFarland:those are situations where the retirement account, if the rental property was
Matt MacFarland:kicking off a profit after, doing the normal expenses and depreciation,
Matt MacFarland:if there was a profit, then their retirement account may have to pay a
Matt MacFarland:tax on the kind of debt finance or the leverage part of that profit every year.
Matt MacFarland:if Buy a property for $500,000, there's a loan of two 50, there's
Matt MacFarland:50% leverage in that situation.
Matt MacFarland:So any dollar profit that that rental property would
Matt MacFarland:make, the IRA would've to pay.
Matt MacFarland:50% of that would be subject to this kind of UBIT tax that you were referring to.
Amanda Han:Yeah.
Amanda Han:I think that one thing I wanna add is, a lot of people, or a lot of
Amanda Han:advisors actually, Recommend or try to have people stay away from using
Amanda Han:retirement money for real estate.
Amanda Han:but something really important to know is that UBIT tax is
Amanda Han:assessed on taxable income.
Amanda Han:So you can use things like depreciation and things like
Amanda Han:that to offset the current tax.
Amanda Han:so we really don't.
Amanda Han:in practice, that becomes a problem.
Amanda Han:usually sometimes later on in the life cycle of an investment
Amanda Han:or upon the sale, right?
Amanda Han:when you have a property, you sell at the very end for a larger gain.
Amanda Han:but I think, like Matt said earlier, it's really about comparing the total return
Amanda Han:on investment right after factoring the tax cost, rather than just saying, never
Amanda Han:use retirement account for real estate.
Neil Henderson:Yeah.
Neil Henderson:That's often what I tell people is "oh, you know, I, I, I'll have to pay UBIT.
Neil Henderson:And I'm like, do the math.
Neil Henderson:there's depreciation, you're probably still gonna end up with a better
Neil Henderson:return than you might end up with investing in the stock market.
Neil Henderson:It's kind of how I look at it.
Matt MacFarland:Yeah.
Matt MacFarland:that's exactly, you look at the math, it's Hey, my return on investment was 5%
Matt MacFarland:in the stock market in a mutual funds, and after, even if I paid UBIT and
Matt MacFarland:my IRA's return on investment was 7%.
Matt MacFarland:obviously you still came out ahead, right?
Neil Henderson:yeah, it's just people, sometimes people
Neil Henderson:they're overly tax sensitive.
Neil Henderson:I don't wanna pay any taxes at all.
Neil Henderson:You're stepping over dollars to, pick up dimes or what it is.
Neil Henderson:so we've talked about depreciation, but at the end, when you sell an asset, a
Neil Henderson:lot of times it's going to be subject to depreciation recapture correct?
Amanda Han:Yep.
Neil Henderson:And how, what, how are some ways that investors,
Neil Henderson:especially passive investors, can plan for that, offset it.
Neil Henderson:Talk to me.
Amanda Han:I think it's really important for investors, for even
Amanda Han:passive investors to be aware and or dialed in into what the plans are
Amanda Han:with respect to a syndication asset.
Amanda Han:so if, I invested in an apartments syndication, and I know it's going
Amanda Han:to exit sometime this year, that it's a really good idea for me to do some
Amanda Han:tax planning with my own cpa, right?
Amanda Han:So for example, I'm expecting, $80,000 capital gains from the sale real estate.
Amanda Han:What are some of the ways I can reduce it, right?
Amanda Han:Because that kind of planning is done at my level of investor.
Amanda Han:The syndication is not gonna do the planning.
Amanda Han:couple different things to look at.
Amanda Han:for those people who are passive investors, where, not real estate
Amanda Han:professional had not been able to use losses before, what, here's where the
Amanda Han:good news is that all those losses that you received from K-1s and prior
Amanda Han:years, Can potentially be used to offset this upcoming $80,000 gain.
Amanda Han:or if you're someone who has your own rental properties, that are, single
Amanda Han:family duplexes that are kicking off losses, whether, naturally from
Amanda Han:depreciation or manufactured through accelerated depreciation, those losses
Amanda Han:can also likely offset the capital gains from the syllabus syndication asset.
Matt MacFarland:Yeah, I think, people hear that term depreciation
Matt MacFarland:recapture and get scared and.
Matt MacFarland:it is, part of it is part of the overall capital gain on the sale of an asset.
Matt MacFarland:It, it is taxed slightly higher, generally speaking than the regular
Matt MacFarland:long-term capital gains rate.
Matt MacFarland:But keep in mind, a lot of these, you probably see this too, right?
Matt MacFarland:A lot of these investors in these syndications are wealthy, high income
Matt MacFarland:people, they're, a higher tax bracket.
Matt MacFarland:So that upfront deduction they're getting probably is saving them
Matt MacFarland:at 32, 35, 37 cents on the dollar, where the depreciation capture
Matt MacFarland:from the back end is only at.
Matt MacFarland:A lot of times 25%.
Matt MacFarland:So you're still coming out ahead, in the right circumstances.
Matt MacFarland:but again, it's all part of that capital gains.
Matt MacFarland:So it all goes back to, at the end of the day, it goes back to the planning
Matt MacFarland:of how are we gonna offset the overall capital gains and, it's gonna shelter
Matt MacFarland:that and the capital gains and.
Matt MacFarland:What are some other things we can do from a timing perspective to
Matt MacFarland:reinvest money in here or there?
Matt MacFarland:What, whatever the case may be.
Matt MacFarland:Whatever the planning strategy
Amanda Han:is.
Amanda Han:Yeah.
Amanda Han:what we call a lazy 1031 exchange.
Amanda Han:so if you've invested syndication, number one, that exits well, you can take the
Amanda Han:money and reinvest in another syndication.
Amanda Han:and then, the new, the second syndication kicks off losses within the same
Amanda Han:year, then they can offset each other or even, harvesting stock losses
Amanda Han:if you had stock or crypto losses.
Amanda Han:Those are capital losses that potentially offset the capital
Amanda Han:gains up the syndication too.
Amanda Han:so many great ways to offset or defer the tax, that, like Matt said, you don't
Amanda Han:have to be super scared of this word.
Amanda Han:It's depreciation recapture, which unfortunately a lot
Amanda Han:of CPAs have that narrative.
Matt MacFarland:It's funny, I was talking to a client yesterday and I mentioned
Matt MacFarland:the, this, that's lazy man's 1031.
Matt MacFarland:It got translated from me saying lazy man to them saying Poor man's 1031.
Matt MacFarland:I was like, I don't know if it's, doesn't have to be a poor man's 1031, but yeah.
Matt MacFarland:Yeah.
Neil Henderson:alright, so I wanna learn more about, what you're talking
Neil Henderson:about there, but I want to reiterate something you said there as a key
Neil Henderson:takeaway for people is that if you're in a syndication, As soon as you know
Neil Henderson:there's going to be an exit, you need to sit down with your tax professional,
Neil Henderson:your tax strategist, and start planning.
Neil Henderson:don't wait until, tax season all just go, oh yeah, I had three exits last year.
Neil Henderson:what should we do?
Matt MacFarland:the first time we hear about it, it shouldn't
Matt MacFarland:be when you're sending me your K-1 in, March or April, right?
Neil Henderson:Yeah.
Neil Henderson:Yeah.
Amanda Han:so we work with investors on both sides.
Amanda Han:We have clients who are syndicators and we have clients
Amanda Han:who are the passive investors.
Amanda Han:And something we always tell our syndication clients are is, if you're
Amanda Han:planning exit, make sure you let your investors know ahead of time
Amanda Han:so that they can be anticipating.
Amanda Han:That, we've even seen it where if a deal is very close to exiting at the
Amanda Han:end of the year, like middle December.
Amanda Han:then looking for ways to delay that gain even just by a couple
Amanda Han:weeks because same thing, right?
Amanda Han:if we don't sell until the end of the year, the investor has almost
Amanda Han:no type to plan, but if we delay it by a couple weeks, now they have
Amanda Han:all of the following year to try to plan for write offs at the time.
Neil Henderson:Gotcha.
Neil Henderson:That's brilliant.
Neil Henderson:Not always possible to do and if you're having a, somebody trying to buy your
Neil Henderson:syndication, but, alright, so we are, we're having a lot of conversations
Neil Henderson:these days with 1031 people, and I know that one of the challenges with doing
Neil Henderson:a 1031 out of a syndication is that you normally you have to the entity,
Neil Henderson:you have to stay within that entity.
Neil Henderson:Is, let's say it's, main Street Storage, llc, and then, all the
Neil Henderson:investors are a part of that llc.
Neil Henderson:And then basically that they sell and they ask everyone, Hey, do you
Neil Henderson:want to move on to a 1031 exchange?
Neil Henderson:If they don't, they buy out the people who don't.
Neil Henderson:But the people who do they, then that asset goes ahead and
Neil Henderson:buys another, facility, another property as a 1031 exchange.
Neil Henderson:But beyond that, it gets very, very tricky to my understanding.
Neil Henderson:And I'm certainly no 1031 pro.
Neil Henderson:Getting your money into a syndication via a 1031 exchange gets really
Neil Henderson:complicated because you're having to deal with TICs, tenants in common.
Neil Henderson:You're, you gotta replace the debt.
Neil Henderson:And, but, so talk to me about the lazy man.
Neil Henderson:1031, this sounds very intriguing to me, not the poor man's 1031.
Matt MacFarland:yeah.
Matt MacFarland:to your point, with syndications those situations can be difficult because
Matt MacFarland:there'll be times where, yeah, that Main Street Storage LLC has got 50 investors
Matt MacFarland:and 20 of 'em don't want to continue investing with Main Street Storage, LLC.
Matt MacFarland:They want to cash out and move on with their lives, right?
Matt MacFarland:sometimes to accommodate that, maybe, maybe let's say Main Street
Matt MacFarland:storage, decides, we're not, we're just gonna sell, we're not gonna
Matt MacFarland:do 1031, so all the investors get K-1s with capital gains on it.
Matt MacFarland:maybe those investors that wanted to say continue investing and didn't
Matt MacFarland:want to pay taxes on the gain, what they could do is take that money,
Matt MacFarland:that distribution they got from that partnership and before year end, go
Matt MacFarland:and invest in maybe another syndication that's gonna do a cost segregation study
Matt MacFarland:to generate, accelerated depreciation kick off losses to that investor.
Matt MacFarland:And then they've done in the same, they've timed it right in the same tax year.
Matt MacFarland:So they've got one K-1 with a large loss, one with some gain, and maybe
Matt MacFarland:if the numbers work out, they've boss offset each other for, to most extent.
Neil Henderson:So how can passive investors take advantage of the tax
Neil Henderson:benefits offered by opportunity zones and what should they look for when evaluating,
Neil Henderson:potential investments in these zones?
Matt MacFarland:Yeah, the, the way the, uh, you know, so to your point,
Matt MacFarland:the opportunity zone only came out, I think at the end of 17 or something.
Matt MacFarland:So it's only five, six years old.
Matt MacFarland:That's part of the reason it's totally brand new.
Matt MacFarland:It never existed before, the way an investor takes advantage of it,
Matt MacFarland:they've gotta have, they've gotta have a taxable recognition event,
Matt MacFarland:generating capital gains from something.
Matt MacFarland:They're selling stocks, they're selling a rental property, they sell a business
Amanda Han:or exit from one syndication.
Matt MacFarland:Yeah, some.
Matt MacFarland:So they've got capital gains income that they're looking to, I don't wanna pay tax
Matt MacFarland:on it right now, so I reinvest that into a qualified opportunity zone investment.
Matt MacFarland:It could be a syndication, could be their own for that matter.
Matt MacFarland:but something that, you know, that syndications going out buying an
Matt MacFarland:asset in an opportunity zone, the benefits to the investor that's
Matt MacFarland:basically twofold is they've been able to defer the taxes that they would
Matt MacFarland:otherwise have to pay on the front end.
Matt MacFarland:and, they can defer and that, you know, they have to basically
Matt MacFarland:come due with the taxes in 2026.
Matt MacFarland:six years ago, this is a longer deferral period.
Matt MacFarland:Now we're a little bit shorter, right?
Matt MacFarland:But, the benefit is still there.
Matt MacFarland:They can defer the tax a couple years, but the big carrot that they're dangling
Matt MacFarland:is, If they keep their money in that investment and the syndication keeps
Matt MacFarland:their opportunities on investments for at least 10 years, the appreciation
Matt MacFarland:on that replacement property can become totally tax free when it's
Matt MacFarland:sold eventually down the road.
Matt MacFarland:so that, in the right circumstances, if there's an investor in,
Matt MacFarland:likes the marketplace, likes the investment and is not gonna need
Matt MacFarland:that cash, for 10 years per se.
Matt MacFarland:Is okay with that investment sitting there for 10 years and thinks the
Matt MacFarland:appreciation's gonna be there, then that can, definitely make sense.
Matt MacFarland:but I, you know, obviously there's a couple, there's other requirements and
Matt MacFarland:things and hurdles, but that's, I think, probably one of the big things that an
Matt MacFarland:investor needs to look at is, what's that time 10 year timeframe look like,
Amanda Han:Yeah.
Amanda Han:I think the O-zone (Opportunity Zone) works really well for,
Amanda Han:we've seen it like, okay, one, uh, syndication investment exit.
Amanda Han:And I don't have other ways to defer taxes.
Amanda Han:I'm gonna invest in another syndication that's like a opportunity zone.
Amanda Han:we see that a lot in kind of failed or partially failed 1031 exchanges.
Amanda Han:So someone, tried to do a 1031, but something happened,
Amanda Han:it didn't work out as planned.
Amanda Han:Now I have this gain.
Amanda Han:I could still defer via opportunity zone.
Amanda Han:I think one of the, probably a couple of the bigger plays here, that we see
Amanda Han:with clients is sale of businesses.
Amanda Han:So you have a doctor or you have, an attorney selling their practice.
Amanda Han:And for those, for the most part you can't really 1031 exchange.
Amanda Han:So opportunity zone's a great way to defer the taxes on that,
Amanda Han:or, stock transactions as well.
Amanda Han:A similar note.
Neil Henderson:something that we've experienced and you've
Neil Henderson:mentioned failed 1031 exchanges.
Neil Henderson:Sometimes we've had people sort of in the process of trying to do a 1031
Neil Henderson:exchange and maybe they're getting close to their deadline and then they're, not
Neil Henderson:sure that it's gonna work out or not.
Neil Henderson:And then an opportunity zone pops up.
Neil Henderson:And one of the things that, that I understand they can do is.
Neil Henderson:Go ahead and cancel the 1031 exchange, take the gains, and now what sort of
Neil Henderson:window do you interpret that they have to then reinvest in that opportunity zone?
Amanda Han:I think this is one of those where you said if you ask
Amanda Han:a couple different CPAs, you'll get a bunch of different answers.
Amanda Han:Right.
Amanda Han:So, I think it depends, but I think the way we typically look at it
Amanda Han:is, that 180 day period for the Opportunity Zone investments starts
Amanda Han:at the date of the failed 1031.
Amanda Han:because that's the date that triggers the actual gain, right?
Amanda Han:Prior to me failing a 1031 exchange.
Amanda Han:I was still in this transaction where I'm trying to defer the taxes, but
Amanda Han:yeah, that's kind of a difficult call and I think you'll get different
Amanda Han:answers depending on which CPA you ask.
Amanda Han:So the best person to ask is, as an investor, right?
Amanda Han:The best person to ask is your CPA, because they're gonna be the one that's
Amanda Han:gonna have to be comfortable signing off on the return with that transaction.
Neil Henderson:It's a tough game to play, and I don't know, I'm trying to
Neil Henderson:remember, how long do you have to identify a property to close on a property in
Neil Henderson:1031 exchange?
Neil Henderson:Is it
Matt MacFarland:1031 you have 45 days to identify and 180 to close on it.
Matt MacFarland:You know, 45's part of the 180 obviously, but.
Neil Henderson:Yeah, you could play the game if your CPA signs off on it of having
Neil Henderson:that 1031, up to 170 days and then cancel it and now you have another 180 days to
Neil Henderson:find an opportunity zone to invest in.
Matt MacFarland:Yeah.
Matt MacFarland:like a Amanda said, that's just one of those things that's like, yeah.
Matt MacFarland:Hasn't really been tested to our knowledge, you know, so it's kind of like,
Neil Henderson:I'm not saying, I'm not saying, Hey everybody, go do that.
Neil Henderson:I'm not saying that talks, talk to your own tax.
Matt MacFarland:We're all saying run, run to the back of
Matt MacFarland:the room and, and do your own.
Matt MacFarland:O-zone, uh, failed 1031 on an O-zone (Opportunity Zone) investment right now.
Neil Henderson:Yeah, no, that's not what I'm suggesting.
Neil Henderson:alright, so can you, are there any recent, tax reforms on passive real
Neil Henderson:estate investments that, individuals can adapt their investment strategies
Neil Henderson:in response to these changes?
Neil Henderson:Or have things been fairly static since what, 2017?
Amanda Han:That's a, that's great question.
Amanda Han:Yeah, that's a, I mean for I, specifically for passive investors,
Amanda Han:I really can't think of much, in terms of tax law changes.
Amanda Han:Obviously for all investors, um, the, the more significant change from 2022 to 2023
Amanda Han:is the reduction of bonus depreciation.
Amanda Han:So in 2022, we had 100% bonus depreciation.
Amanda Han:versus now fast forward to 2023, tax return year, bonus is now at 80%.
Amanda Han:Which is not the end of the world.
Amanda Han:It's still really great.
Amanda Han:for decades we've just had no bonus.
Amanda Han:to even, continue to have 80% bonuses, usually results in a pretty
Amanda Han:significant tax savings, when it comes to real estate investments.
Amanda Han:And, especially for syndications, cuz we're talking about larger
Amanda Han:numbers, that the tax benefits are, we're seeing are still pretty good.
Matt MacFarland:The thing that comes to my mind is, It's been pretty
Matt MacFarland:status quo for the last couple years.
Matt MacFarland:and I say that, all political commentary aside, but, president and his team,
Matt MacFarland:they've various times the last two or three years they've tried to, they put
Matt MacFarland:out proposals that they want to change drastically, change certain things with
Matt MacFarland:respect to real estate or taxes and stuff.
Matt MacFarland:And, whatever reason things haven't passed yet or not gonna pass, who knows?
Matt MacFarland:But, so that's why I say it's stayed, more or less static quo.
Matt MacFarland:But they keep.
Matt MacFarland:They keep bringing it up and keep talking about it.
Matt MacFarland:So it's something to stay, keep on the radar because obviously that could
Matt MacFarland:change a month from now for that matter,
Neil Henderson:Yeah.
Neil Henderson:it's always, I always tell people it's important to remember that a
Neil Henderson:lot of these members of Congress and the Senate all own real estate.
Matt MacFarland:Yes.
Neil Henderson:And so it's always, as much as they may get on TV and be talking
Neil Henderson:heads about the evils of tax dodging real estate investors, a lot of them are tax
Neil Henderson:dodging real estate investors, right?
Neil Henderson:and I don't mean that in a pejorative term at all.
Neil Henderson:so what are some common tax pitfalls that passive investors should.
Neil Henderson:Avoid when they're investing in real estate Syndications
Matt MacFarland:Um, well, I don't know if it's a, I don't know if it's a
Matt MacFarland:pitfall, but I think we see this a lot and especially with our syndication clients
Matt MacFarland:and you get investors coming back two months after the K-1s issued, but just
Matt MacFarland:make sure that you are investing in the name slash entity slash ID number that you
Matt MacFarland:want to invest in and that, When you get a K-1, that it shows the same, reflects the
Matt MacFarland:same information that it's supposed to.
Matt MacFarland:it's a, it sounds like a silly thing, but it's one of those
Matt MacFarland:things that you see it get, it gets overlooked so often that it's, it
Matt MacFarland:is some worth mentioning for sure.
Amanda Han:Yeah.
Amanda Han:Yeah.
Amanda Han:so when you get your K-1, take a look at it.
Amanda Han:Don't wait until October to open it up and realize, oh man, that
Amanda Han:should have been in my 401k's name somehow to show up in my name.
Amanda Han:Now I gotta pay taxes on it.
Amanda Han:I think another, I think common, I don't know that, again, it's not a pitfall, we
Amanda Han:have investors who invest in syndications and, when we're doing tax projections,
Amanda Han:they'll say, oh, I'm expecting.
Amanda Han:$30,000 from this particular syndication.
Amanda Han:So help me factoring in how much taxes I have to pay.
Amanda Han:it's really important for investors to understand that when you get a
Amanda Han:distribution from the syndication, it does not automatically
Amanda Han:mean that is taxable income.
Amanda Han:Like we said, earlier in, in our, podcast that frequently what happens is you'll
Amanda Han:get cash distributions, but on the tax return side for the K-1, you might.
Amanda Han:Tax losses.
Amanda Han:so this something ways have the investor go back to the sponsor and say, okay,
Amanda Han:was this just distribution or was this some kind of a taxable event?
Amanda Han:Such as getting an understanding that just because you got money
Amanda Han:distributed does not always translate into I have to pay taxes on this year.
Matt MacFarland:I think, uh, couple I, another that comes to my mind is,
Matt MacFarland:this surprises investors sometimes too, is if you're investing in syndications
Matt MacFarland:or buying assets in multiple states.
Matt MacFarland:You may be getting, various state K-1s and you may or may not have a
Matt MacFarland:requirement to file state tax returns.
Matt MacFarland:So that'll be something to discuss, with your CPA ahead of time as well.
Matt MacFarland:Just, they're not always to get to file the state K-1s.
Matt MacFarland:There's, some thresholds or some materiality you may wanna talk about
Matt MacFarland:with your cpa, but something to be aware of and don't be shocked if you
Matt MacFarland:know it's investing in six states and all of a sudden you get six K-1s
Matt MacFarland:that go along with your regular K-1.
Neil Henderson:Gotcha.
Neil Henderson:All right, last question partly because I want to hear your experience and also,
Neil Henderson:so I want people to understand that we're not talking about this abstractly.
Neil Henderson:We're not, we're talking about this from your personal experience, but you guys
Neil Henderson:are, you guys have been LPs and real estate syndications yourselves before.
Neil Henderson:what are some of the things that you've seen?
Neil Henderson:From a tax savings perspective that have perhaps surprised you.
Neil Henderson:and then lastly, are there any, do you have any advice for someone who is looking
Neil Henderson:to invest with a sponsor about how to properly vet the sponsor or the deal?
Amanda Han:I think, yeah, I'll touch on the surprise one.
Amanda Han:I think, it comes down to making sure you have your line of communication
Amanda Han:open with your personal CPA.
Amanda Han:On the negative side surprises are sometimes passive investors hear
Amanda Han:the sponsors talk about all these great tax benefits of investing in
Amanda Han:real estate syndication, and they are anticipating a huge refund.
Amanda Han:Because they're just thinking, wow, I'm gonna get a hundred thousand dollars of
Amanda Han:write off, therefore I'm not paying taxes on my W2 income, on my business income.
Amanda Han:And that may or may not be true, right?
Amanda Han:So you as the investor have to do some planning with your personal CPA to get
Amanda Han:ahead of the game and figure out, how or what are some things I can do to
Amanda Han:make sure I maximize my tax savings?
Amanda Han:So just because the syndication gives you the loss, doesn't
Amanda Han:automatically mean you can utilize it.
Amanda Han:There's still gonna be some effort needed for the tax planning.
Amanda Han:I think that's the biggest surprise.
Amanda Han:I think on the flip side, we also do have investors who are not
Amanda Han:aware that the syndication losses can benefit them because they
Amanda Han:have other taxable passive income, whether through their own properties
Amanda Han:that they've held for many years.
Amanda Han:Or we have physicians who will invest in other medical facilities that are
Amanda Han:generating lots of passive income.
Amanda Han:So even though they're passive with respect to the syndication, those losses
Amanda Han:are being able to offset some of their income from other passive sources.
Amanda Han:so for that's sometimes like a welcomed surprise.
Matt MacFarland:And I, I think in terms of, vetting, for those investors
Matt MacFarland:out there, maybe on the newer end or, just not sure how to go about it.
Matt MacFarland:I think a couple things that come to my mind is, understand obviously who the
Matt MacFarland:sponsor team is, who the syndicators are.
Matt MacFarland:Seems like a silly and easy thing to do, but, go and Google
Matt MacFarland:their name and type fraud after the name for an extreme example.
Matt MacFarland:And just kinda, I don't know, you never know what's gonna pop up.
Matt MacFarland:But definitely...
Amanda Han:SEC, that's another one.
Amanda Han:Yeah.
Amanda Han:"John Smith and SEC" we wanna make sure they're not in trouble.
Matt MacFarland:Do your background, background search on the syndicators.
Matt MacFarland:that's really important.
Matt MacFarland:you don't have to be a, you're not maybe be a real estate pro, but,
Matt MacFarland:understand the marketplace you're going.
Matt MacFarland:They're gonna be investing in to some extent, and.
Matt MacFarland:Are you comfortable with the time horizon?
Matt MacFarland:Is it a five year hold?
Matt MacFarland:Is a 10 year hold?
Matt MacFarland:Is it, are they buying more than one property?
Matt MacFarland:Are they diversifying?
Matt MacFarland:Do all those kind of things where it's, you gotta understand the investment.
Matt MacFarland:and some of these syndications are gonna be straightforward.
Matt MacFarland:It's gonna be, 70% profit goes to the LPs and 30% goes to the sponsor team.
Matt MacFarland:Some are gonna be four layers of that.
Matt MacFarland:And, you just gotta, again, you don't have to be an expert, but you gotta, you should
Matt MacFarland:be comfortable and understand it enough to have a conversation about it and show it
Matt MacFarland:to your CPA and make sure they understand it because, sometimes people are, maybe
Matt MacFarland:they're more on the, I don't know.
Matt MacFarland:Simple, simple side of things.
Matt MacFarland:And the idea of investing in something that has five layers of a waterfall
Matt MacFarland:provision that just gives 'em a headache thinking about it, And if that's
Matt MacFarland:the case, then that's totally fine.
Matt MacFarland:There's nothing wrong with that.
Matt MacFarland:It's,
Amanda Han:yeah, investors are reading that.
Matt MacFarland:Yeah.
Matt MacFarland:You just got, you gotta be comfortable with what you're investing in.
Matt MacFarland:Obviously it's your money and you've earned it.
Matt MacFarland:You know, you wanna make sure you protect it as best you can.
Neil Henderson:Yeah.
Neil Henderson:We, we have a pretty, our syndication, we have a pretty simple, we just
Neil Henderson:basically, We have an equity split, that basically happens after we've
Neil Henderson:paid back the preferred return.
Neil Henderson:And that's pretty much it.
Neil Henderson:and I'm I'm mystified by, I don't mind the waterfalls at all.
Neil Henderson:I kinda like sometimes when they've got 'em, cuz it shows a sort of
Neil Henderson:a target alignment of interest.
Neil Henderson:They've gotta hit certain performance targets for them
Neil Henderson:to get paid, but I'm with you.
Neil Henderson:It makes my head hurt a lot of the time and I don't really like investing
Neil Henderson:in things that make my head hurt.
Neil Henderson:And the other thing that you bring up is that how important
Neil Henderson:it is to vet the sponsor.
Neil Henderson:And I almost tell people it's more important for you to vet the sponsor than
Neil Henderson:it is for you to vet the deal because
Matt MacFarland:yeah.
Neil Henderson:Chances are, the reason you're investing passively in
Neil Henderson:this stuff is cuz you don't know much.
Neil Henderson:You're not an expert in this, so don't expect to become an expert in
Neil Henderson:real, in multifamily syndication or mobile home parks or self storage.
Neil Henderson:Look for an operator who's the expert and who has a good track
Neil Henderson:record and a good reputation.
Neil Henderson:Start there.
Neil Henderson:and then, yeah, look at the market, dig into the market a little bit,
Neil Henderson:and if the market gives you the heebie-jeebies, don't invest.
Neil Henderson:All right.
Neil Henderson:Amanda and Matt, thank you so much for sharing with our audience today.
Neil Henderson:You've got your book Tax Strategies for the Savvy Investor.
Neil Henderson:We will put that link in the show notes, but if our audience wants
Neil Henderson:to reach out to you and find out more about you, where would be the
Neil Henderson:best place for them to do that?
Amanda Han:I think our website is likely the best place.
Amanda Han:We have a lot of great, free resources people can download.
Amanda Han:We have a tax savings toolkit, that has a lot of great
Amanda Han:information and also includes a.
Amanda Han:a assessment.
Amanda Han:I think one of the questions we get a lot from investors is like, how do
Amanda Han:I know if I'm overpaying in taxes?
Amanda Han:So we created an assessment that allows people to go through a series of questions
Amanda Han:on their own, and arrive at kind of what their, their grade is gonna be.
Amanda Han:And I think, as a result, it gives people an opportunity to see what are
Amanda Han:some of the areas where they could improve on with respect to tax planning.
Amanda Han:So yeah, keystonecpa.com is the best place and for anyone who's looking for
Amanda Han:kind of daily tax tips, the best place to find me is on Instagram as @AmandaHancpa
Matt MacFarland:and I'm on there every once in a while
Matt MacFarland:when she adds me to her videos.
Neil Henderson:Gotcha, gotcha.
Neil Henderson:/ All right, it was a pleasure talking to you guys today and thanks for sharing.
Matt MacFarland:Thanks, Neil.
Matt MacFarland:Thanks everyone.
Matt MacFarland:Appreciate it.
Neil Henderson:Thank you so much for listening and watching the
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